Sanibel Island Villas - Vacation Rentals in Main Street Merchants

The Urban Cottage Downtown Sarasota From US $136
         

10.0 (5 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Newly Renovated Serenata Sarasota Condo From US $90
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Casa Limonada Boutique Motel From US $358
         

|
10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Lido Breeze Tropical Private Pool Home Near Beach & St. Armands From US $756
         

9.8 (94 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Lifeguard Stand - pet freindly From US $208
         

9.4 (26 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Luxury Places to Stay in Main Street Merchants

Over 1693+ Luxury Places to Stay in or Near Main Street Merchants
Walk to the Beach From US $5,674
         

New
House
  • Air Conditioner
  • View
  • Ocean View
All Decked Out From US $4,077
         

|
7.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Accessibility
The Ringling Estate From US $3,450
         

|
New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sea The Light From US $3,351
         

|
New
House
  • Parking
  • Pet Friendly
  • Pool
Luxurious 55-Foot Yacht with Captain & First Mate From US $3,350
         

New
Boat Rental
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Vitamin Sea From US $3,328
         

|
New
House
  • Parking
  • Pet Friendly
  • Accessibility

Top-Rated Vacation Rentals with a Pool in Main Street Merchants

Over 950+ Top-Rated Vacation Rentals with a Pool in or Near Main Street Merchants
Island Vibes + Modern Comfort at Lido Beach! From US $331
         

10.0 (158 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Charming Beach Bungalow with Private Pool and steps away from the Beach! From US $627
         

Raya House | Private Heated Pool + Outdoor Shower From US $475
         

10.0 (104 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
ONE MILE from beautiful Siesta Key, #1 beach in the USA! From US $373
         

10.0 (90 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Main Street Merchants

Over 529+ Pet-Friendly Vacation Rentals in or Near Main Street Merchants
Sarasota Resort-Like Living Near Siesta Key For 10 From US $314
         

|
10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Siesta Key Palms Resort From US $243
         

|
9.2 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Sea Turtle- Full Sized living at Tiny House Siesta From US $218
         

9.2 (17 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Private Beach 1 Block To Lido Beach. 1/2 Mile St. Armand Circle From US $457
         

9.8 (73 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Tiny House Seashell - tiny living at the beach From US $196
         

8.4 (8 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Discover Real Florida UP CLOSE! Tropical Escape Sarasota From US $311
         

9.6 (77 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa Paradiso - Private Saltwater Pool - 5 Min to Siesta Key From US $696
         

10.0 (75 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Cabana .walk to the beach and St Armand's Circle! From US $253
         

10.0 (64 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Main Street Merchants

Over 234+ Large Vacation Homes & Villas in or Near Main Street Merchants
Lido Beach Villa From US $989
         

|
10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Beach Views - Family-Friendly, Steps to Lido Beach! From US $1,500
         

10.0 (52 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sandy Shores Villa near Sieta Key and other beaches From US $183
         

10.0 (42 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Walk to St. Armands and Lido Key Beach/Gulf Views From US $1,207
         

10.0 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Trish's Beach Retreat W/Pool/Spa by Siesta Keys#2 From US $345
         

10.0 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Trish's Beach Retreat with Pool/Spa by Siesta Keys From US $326
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Main Street Merchants

Over 241+ Wheelchair Accessible Vacation Homes in or Near Main Street Merchants
Su Casa Sarasota From US $249
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Home2 Suites Sarasota I-75 Bee Ridge, FL From US $175
         

|
9.6 (982 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Waterfront Condo w/Kayaks, Resort Pool, Sarasota From US $252
         

Waterfront Relaxation - Modern Comfortable Condo From US $236
         

10.0 (15 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Main Street Merchants Vacation Rentals and Airbnb Places to Stay Under $200

Over 540+ Main Street Merchants Vacation Rentals and Airbnb Places to Stay Under $200
2BR/2BA Apartment Sienna Park. From US $196
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
PERFECT LOCATION STEPS TO LIDO BEACH From US $111
         

10.0 (4 Reviews)
Apartment
  • TV
  • View
  • Ocean View
Lido Beach Walk! One block to beach! From US $164
         

10.0 (125 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
*NEW LISTING* Incredible Lake View! From US $179
         

10.0 (34 Reviews)
Condo
  • Air Conditioner
  • Pool
  • TV
Lido Key- quaint studio remodeled holiday cottage-A From US $169
         

10.0 (34 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Main Street Merchants

Over 899+ Instantly Bookable Vacation Homes in or Near Main Street Merchants
Waterfront Relaxation - Modern Comfortable Condo From US $251
         

10.0 (14 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Siesta beach.one and only From US $515
         

9.6 (199 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

About Main Street Merchants Vacation Rentals

With more than 1702 Main Street Merchants vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Sanibelislandvillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Main Street Merchants.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sanibelislandvillas Main Street Merchants, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Main Street Merchants. Places to stay near Main Street Merchants are 957.47 ft² on average, with prices averaging $375 a night.

Sanibelislandvillas makes it easy and safe to find and compare vacation rentals in Main Street Merchants with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Main Street Merchants

Type Count
Vacation Homes 874
Holiday Apartments 264
Villas 93
Hotels with Suites 53
Cottages 32
Resorts 6
B&B 1

Use these Quick Filters to Find a Vacation Rental in Main Street Merchants

Pro Tip: Sanibelislandvillas makes it easy to compare the best listings on Sanibelislandvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sanibelislandvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Main Street Merchants.

Weather in Main Street Merchants

View the weather forecast for Main Street Merchants before booking your Main Street Merchants Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Main Street Merchants Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Main Street Merchants?
How many vacation rentals are available in Main Street Merchants?

Currently, the total number of properties listed in 2026 is over 1702 in the Main Street Merchants area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Main Street Merchants.